Substituted dipyrromethanes and their preparation

Abstract

New chemical compounds, bis(pyrrol-2-yl)halocarbylmethanes, also known as meso-halocarbyl dipyrromethanes, are made by recting pyrrole in either of two reaction schemes. Once such scheme converts pyrrole through an intermediate, a halocarbyl carbonyl pyrrole, to a [2-(1-hydroxyl-1-hydro-1-halocarbyl)pyrrole], and then converts the latter to the desired halocarbyldipyrromethane; the last step in this scheme is a novel and useful method in itself. The other such sequence converts pyrrole, by reaction with a halocarbyl aldehyde, directly to the desired halocarbyl dipyrromethane.

The invention claimed is: 
     
       1. Method for making bis(pyrrol-2-yl)halocarbylmethanes which comprises reacting pyrrole and a (per)halocarbyl aldehyde in the presence of an acid catalyst to produce a bis(pyrrol-2-yl)halocarbylmethane. 
     
     
       2. Method according to claim 1 wherein said halocarbyl is perhalocarbyl. 
     
     
       3. Method according to claim 1 wherein said reacting is done in the presence of a solvent at a temperature in the range from about 60° C. to about 100° C. 
     
     
       4. Method according to claim 3 wherein said solvent is tetrahydrofuran.